Ligand profile

ZINC4263572

Virtual-screening candidate from ZINC.

Bound to: KP13_02944 — 2,5-diketo-D-gluconic acid reductase B

Via homolog UniProt Q9X265 Formula C₁₉H₂₀N₂O₃S₂
Tanimoto 0.73
Mol. weight 388.51 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC4263572
UniProt (similar protein)
Q9X265
Tanimoto
0.731
Target protein
KP13_02944

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 388.51 Da
LogP (Crippen) 2.69
H-bond donors 0
H-bond acceptors 5
TPSA 49.85 Ų
Rotatable bonds 4
Aromatic rings 1 / 3
Heavy atoms 26
Fraction sp³ C 0.32
Formula C₁₉H₂₀N₂O₃S₂

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 49.9
  • −1 ≤ LogP ≤ 5 2.69
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 388.5
  • LogP ≤ 5 2.69
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 49.9
PAINS Alert

Matches PAINS filter: ene_rhod_A(235). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(/C=C1\SC(=S)N(CC(=O)N2CCOCC2)C1=O)=C\c1ccccc1
InChI 
InChI=1S/C19H20N2O3S2/c1-14(11-15-5-3-2-4-6-15)12-16-18(23)21(19(25)26-16)13-17(22)20-7-9-24-10-8-20/h2-6,11-12H,7-10,13H2,1H3/b14-11+,16-12-
InChIKey 
IILYNTHGFAEAPH-YUTYINLDSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Query
EPR
Homolog
Q9X265

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to KP13_02944.

PDB 4

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)